Anal Surprise Stories

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Infinite Scroll

Surprise, Surprise Ch. 02

by Dark_Angel_of_Mercy on Sep 19, 2017
BDSM

In an effort to appear completely in control of myself instead of under your control, I close my eyes and focus on a look of both slight boredom and mild curiosity. I know that you will get irritated at the boredom and aroused by the interest, and while you don't mind me choosing to close my eyes, you decide that since I don't wish to see, you will make me u...

Anniversary Surprise

by halleybear on Sep 12, 2017
Anal

I have been seeing a beautiful woman named Wendy for the past two years whom I love very much. Recently, however, we have been not getting along as well as I would like. Our anniversary was the other night and I had planned to stop by her apartment to drop off a few things and give her an anniversary present, she on the other hand had plans for me, of which...

Little Lies Ch. 05

by Master_Vassago on Sep 16, 2017
Anal

Please take a moment to go back and read the first four parts. It will bring you up to speed. Thanks, MV "Time to finish what you started earlier stud . . . " Christy cooed as she paused from licking Amanda and looked back at him over her shoulder. Christy had said to him as he had walked back into the room from the master bathroom. She was on her knees a...

Life was Good!

by Dinsmore on Sep 1, 2017
Humor & Satire

As Jill threw her purse and keys on the table in the entrance hall, she heard the familiar sounds she expected to hear when she came home for lunch. Her husband was in the bedroom, with one of the teenaged neighbor girls---or their mothers---doing what he did best...fucking. From the high pitched squeals she bet that it was one, or possibly even two, of the...

Enter The Cougar

by mattpantyhose on Nov 10, 2019
BDSM

Julia Cougar was walking up the stairs leading to the entrance of the luxurious mansion and all of the gazes were focused on her. It was no surprise though, the forty-two year old sex bomb wore a red gown that was designed to have exactly such effect. The dress was ankle long, but had a wide slit on the side that exposed her entire long leg up to the hip, it...

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Shared Fantasy: Heather's Wish

by JamesSD on Sep 16, 2017
Anal

"I want to try anal sex." The six words were written in careful script on an otherwise empty page. The page was in the hands of Tom, a 22 year old college senior. It had recently been inside a blank envelope which Heather, Tom's girlfriend of eight months, had given to him. Tom was a bit surprised. Was Heather serious? Could real girls, those outside of po...

The Sim - Custom Scenarios Pt. 02

by justsomeguy41 on Jul 17, 2018
Mature

Disclaimer: This story is, as always, set in a simulated virtual reality revolving around free use and heavily anal focused. This particular chapter describes rough, abusive anal sex with an older woman, if that's not your cup of tea, you should probably skip this. This is all pure free use fantasy fulfillment; don't expect realism or normal behavior. ~~~...

Five Beautiful Words

by sexyinmexico on Sep 13, 2017
Anal

This is a true story, and no embellishment was needed for this amazing experience. * "Fuck me in the ass". With those five words, my girlfriend at the time invited me into a new world of anal pleasure. I was a naive and innocent young man, and knew almost nothing about anal sex. Kelly was about to change all that. We met at a small neighborhood bar on th...

Not Missing my Former Assistant

by walterio on Jan 1, 2019
Novels and Novellas

SUNDAY SURPRISE It was Sunday morning when I arrived at the office as 10:00 AM. The President's Council had not arrived in my office on Friday as usual so I stopped by to see if ii had been delivered. Our CEO Martin was a stickler about having ready the material before the staff meeting Monday morning. I had been at a gold outing on Saturday and had been in...

Wife Admits to an Unusual Fantasy

by david_f on Oct 9, 2018
Loving Wives

This story has bi male sex in it so if that offends you stop reading now. It's in the Loving Wives category because that is where my Loving Wife took us. This is a true story that actually happened one night. If you are curious about how this happened after nearly twenty years of a strictly heterosexual marriage then continue reading. It's not a homosexual s...